ethanesulfonyl azides as novel water-soluble reagents for the synthesis of diazo compounds and heterocycles

Novel water-soluble sulfonyl azides were synthesized, which are basic by nature. The obtained compounds were used as donors of the diazo group in the diazo transfer reaction. Due to their good solubility in water and high polarity, the byproducts formed in this case were easily separated from the de...

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Published inChemistry of heterocyclic compounds (New York, N.Y. 1965) Vol. 55; no. 12; p. 1251
Main Authors Shafran, Yuri M, Silaichev, Pavel S, Bakulev, Vasiliy A
Format Journal Article
LanguageEnglish
Published Springer 01.12.2019
Subjects
Diazo compounds
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Summary:Novel water-soluble sulfonyl azides were synthesized, which are basic by nature. The obtained compounds were used as donors of the diazo group in the diazo transfer reaction. Due to their good solubility in water and high polarity, the byproducts formed in this case were easily separated from the desired products by washing with water or column chromatography. It was also shown that new sulfonyl azides as a result of reactions can be incorporated in heterocyclic products, imparting them water solubility.
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-019-02609-z